Triethylamine → 7-Hexanoyloxymethyl theophylline

HRID 1680639ノート

反応式

HRID 1680639 の反応式
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH:9][CH2:10][N:11]1[C:20]2[C:19](=[O:21])[N:17]([CH3:18])[C:16](=[O:22])[N:15]([CH3:23])[C:14]=2[N:13]=[CH:12]1.C(N(CC)CC)C.CCCCCCC.C(Cl)Cl>C(Cl)Cl>[C:1]([O:9][CH2:10][N:11]1[C:20]2[C:19](=[O:21])[N:17]([CH3:18])[C:16](=[O:22])[N:15]([CH3:23])[C:14]=2[N:13]=[CH:12]1)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 641347-Hydroxymethyl theophyllineHCID 67340Hexanoyl chlorideHCID 21907733Dichloromethane heptane

生成物 1

HCID 234551707-Hexanoyloxymethyl theophylline収率 43.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To 0.71 g (0.0053 mole) of hexanoyl chloride in 10 ml of CH2Cl2 there was added 1.10 g (0.0052 mole) of 7-hydroxymethyl theophylline; no reaction occurred and the reaction mixture was a suspension. Then 0.58 g (0.0057 mole) of triethylamine was added and a clear, colorless solution was obtained. The solution was stirred at room temperature for 15 minutes then concentrated in vacuo. The residue was titrated with 200 ml ether and filtered. The filtrate was concentrated in vacuo to give an oil which was titrated with heptane CH2Cl2 (50:10). The resulting suspension was filtered while hot and concentrated to 20 ml, then cooled to room temperature. A gelatinous mass precipitated which was filtered and dried to give 0.70 g (mp 67°-72° C., 43% yield) of the desired product.

後処理

  1. customa clear, colorless solution was obtained
  2. concentrationthen concentrated in vacuo
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo
  5. customto give an oil which
  6. filtrationThe resulting suspension was filtered while hot and
  7. concentrationconcentrated to 20 ml
  8. temperaturecooled to room temperature
  9. customA gelatinous mass precipitated which
  10. filtrationwas filtered
  11. customdried

出典と根拠

ORDレコード
ord-15262497e3794b968a21db9e0fa9e056
出典データセット
uspto-grants-1981_06
特許番号
US04275064

反応ノート

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